Sodium Carbonate → 7-Amino-3-(5-carboxymethyl-1,3,4-oxadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid

HRID 258684노트

반응식

HRID 258684 반응식
[C:1]([CH2:4][C:5]1[O:6][C:7]([SH:10])=[N:8][N:9]=1)([OH:3])=[O:2].CC(O[CH2:15][C:16]1[CH2:25][S:24][C@@H:19]2[C@H:20]([NH2:23])[C:21](=[O:22])[N:18]2[C:17]=1[C:26]([OH:28])=[O:27])=O.C(=O)(O)[O-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.O>[NH2:23][CH:20]1[C:21](=[O:22])[N:18]2[C:17]([C:26]([OH:28])=[O:27])=[C:16]([CH2:15][S:10][C:7]3[O:6][C:5]([CH2:4][C:1]([OH:3])=[O:2])=[N:9][N:8]=3)[CH2:25][S:24][C@H:19]12

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 4413287-Aminocephalosporanic acidHCID 516892Sodium BicarbonateHCID 178525247HCID 178525247, 화합물

생성물 1

HCID 706204657-Amino-3-(5-carboxymethyl-1,3,4-oxadiazol-2-ylthiomethyl)-3-cephem-4-carboxylic acid

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 962Water용매

실험 절차

A solution of 9.61 g (0.06 mol) of 2-carboxymethyl-1,3,4-oxadiazole-5-thiol in 120 ml of acetone is added to a warm (45°) solution of 10.9 g (0.04 mol) of 7-aminocephalosporanic acid in a mixture of 220 ml of water, 50 ml of acetone and 13.44 g (0.16 mol) of sodium bicarbonate. The temperature is raised to 65° and the pH maintained at 7.4-7.6 by addition of aqueous sodium carbonate solution. After 3 hours, the acetone is removed in vacuo and the reaction mixture is cooled to 10° and adjusted to pH 3.5 by addition of dilute hydrochloric acid. The product is collected, washed with water and then acetone to give the title compound.

후처리

  1. temperatureThe temperature is raised to 65°
  2. customthe acetone is removed in vacuo
  3. temperaturethe reaction mixture is cooled to 10°
  4. additionadjusted to pH 3.5 by addition of dilute hydrochloric acid
  5. customThe product is collected
  6. washwashed with water

출처 및 근거

ORD 기록
ord-fb06aeffb2dc439ebf5b067d333d5175
출처 데이터셋
uspto-grants-1977_07
특허 번호
US04034092

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